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Статья
2022

BuLi—AlCl3—CH2I2 as a new reagent system for olefin cyclopropanation


T. P. ZosimT. P. Zosim, F. T. SadykovaF. T. Sadykova, I. R. RamazanovI. R. Ramazanov, U. M. DzhemilevU. M. Dzhemilev
Российский химический вестник
https://doi.org/10.1007/s11172-022-3391-8
Abstract / Full Text

A new method for cyclopropanation of olefins with the BuLi—AlCl3—CH2I2 reagent system was developed. The reaction is tolerant of a wide range of unsaturated alkyl- and aryl-substituted hydrocarbons of linear and cyclic structure (octene-1, decene-1, tetradecene-1, styrene, 1-vinylnaphthalene, cyclohexene, cyclooctene, myrcene) and gives high yields (63–87%) of the corresponding cyclopropanation products. The reactions involving the sterically hindered olefins (2-cyclobutylideneadamantane, 2,2′-bi(adamantylidene)) produce cyclopropane-containing polycyclic hydrocarbons in 40–45% yields.

Author information
  • Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre of the Russian Academy of Sciences, 141 prosp. Oktyabrya, 450075, Ufa, Russian FederationT. P. Zosim, F. T. Sadykova, I. R. Ramazanov & U. M. Dzhemilev
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